#1: Step away from dainty

#2: Don't overlook leather

Everyone, and we mean everyone, should invest in a shapely, chic leather jacket. This color flatters skin tone, and the open neckline shows it off. Donna Karan New York leather jacket, $3,495; dkny.com for stores.

#3: Go for the gold

After a few seasons of square heels and rounded toes, designers are shifting back to pointy. Wear gold now and with all your whites and tans this summer. Kate Spade New York patent leather flats, $258; katespade.com.

#4: Spend on core items

Now is the time to buy well-made, highly designed pieces that can be worn a multitude of ways. Cases in point: the dress and blouse (next slide) are ruched at the midsection and in colors and luxe fabrics you won’t tire of. Helmutsilk blend dress, $345; bloomingdales.com.

#8: Throw caution to the wind

From the department of “You only live once”: Pair these with a black knit top for day; add heels for nighttime glamour. The only thing missing is the cocktail. Chico’s cotton blend jeans, $99; chicos.com.

#9: Acquire some iconic bags

#10: Use fit and flare wisely

A good dress is hard to find, so look right here (left). It’s deceptively structured—seemingly simple but actually engineered to lend control in all the right places. Zspoke Zac Posen jersey dress, $490; neimanmarcus.com.

#13: Resist staid pumps

#14: Ditch your trench

Instead of the same old, same old, choose something singular and, dare we say, artistic. This oversize duster will look great over everything from sheaths to jeans. Tracy Reeselinen coat, $448; amazon.com.